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相关概念视频

Hydroboration-Oxidation of Alkenes03:08

Hydroboration-Oxidation of Alkenes

11.1K
In addition to the oxymercuration–demercuration method, which converts the alkenes to alcohols with Markovnikov orientation, a complementary hydroboration-oxidation method yields the anti-Markovnikov product. The hydroboration reaction, discovered in 1959 by H.C. Brown, involves the addition of a B–H bond of borane to an alkene giving an organoborane intermediate. The oxidation of this intermediate with basic hydrogen peroxide forms an alcohol.
11.1K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation02:47

Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation

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Introduction
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
20.7K
Regioselectivity and Stereochemistry of Hydroboration02:36

Regioselectivity and Stereochemistry of Hydroboration

9.4K
A significant aspect of hydroboration–oxidation is the regio- and stereochemical outcome of the reaction.
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
9.4K
Anionic Chain-Growth Polymerization: Overview01:20

Anionic Chain-Growth Polymerization: Overview

2.6K
The polymerization process that involves carbanion as an intermediate is called anionic polymerization. It is also a type of addition or chain-growth polymerization. Anionic polymerization gets initiated by a strong nucleophile such as an organolithium or a Grignard reagent. The most commonly used initiator for anionic polymerization is butyl lithium. Monomers involved in anionic polymerization must possess a vinyl group bonded to one or two electron-withdrawing groups. For instance,...
2.6K
Preparation of Amines: Reductive Amination of Aldehydes and Ketones01:38

Preparation of Amines: Reductive Amination of Aldehydes and Ketones

3.7K
Carbonyl compounds and primary amines undergo reductive amination first to produce imines, followed by secondary amines in the same reaction mixture, using selective reducing agents like sodium cyanoborohydride or sodium triacetoxyborohydride. Reductive amination produces different degrees of substitution of amines depending on the starting amine substrate.
3.7K
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH301:11

ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3

7.3K
All ortho–para directors, excluding halogens, are activating groups. These groups donate electrons to the ring, making the ring carbons electron-rich. Consequently, the reactivity of the aromatic ring towards electrophilic substitution increases. For instance, the nitration of anisole is about 10,000 times faster than the nitration of benzene. The electron-donating effect of the methoxy group in anisole activates the ortho and para positions on the ring and stabilizes the corresponding...
7.3K

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Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
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阳离子伊米诺波兰作为烯阳离子合成.

Yuyang Dai1, Ping Cui1, Chen-Ho Tung1

  • 1School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100, China.

Angewandte Chemie (International ed. in English)
|September 17, 2025
PubMed
概括

研究人员开发了一种具有独特反应性的新型阴离子伊米诺波兰. 这种多功能化合物既作为核性玻利离子合成子,又作为BNC-1,3双极,用于各种有机合成.

科学领域:

  • 有机化学 有机化学
  • 合成化学 合成化学

背景情况:

  • 经典的伊米诺玻色体表现出具有电友性中心的1,2-二极反应性.
  • 自20世纪80年代以来,对Iminoboranes的研究一直在进行.

研究的目的:

  • 报告一种具有合作反应性的新型阴离子伊米诺波兰.
  • 探索其作为核友玻利离子合成子和BNC-1,3双极的潜力.

主要方法:

  • 一种阳离子伊米诺的合成,[Ar─BN─Flu] - - ,在中出现烯阳离子的替代.
  • 研究其与N,P,Se和Au基电友的反应性.
  • 审查其参与 [3 + n] 循环添加的情况.

主要成果:

  • 阴离子伊米诺波兰显示合作反应性由于一个结合性BN─C:单位.
  • 它作为核友玻利离子合成子,通过卡巴尼攻击和1,3-迁移进行反应.
  • 它还充当BNC-1,3双极,参与循环添加反应.

结论:

  • 一种合理设计的阳离子伊米诺提供了超越经典伊米诺的多功能反应性.
  • 这种化合物作为构建各种有机结构架构的平台.
关键词:
在BNC-1,3双极中,的功能化的.酸阳离子合成.合作的反应性反应性.伊米诺波兰是一种物质.

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  • 这项研究扩大了伊米诺波兰化学的范围.